
Family-friendly holiday rentals in Gateway
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Gateway
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Popular amenities for Gateway family-friendly rentals
Family-friendly home rentals with a hot tub

Rowan's Retreat
Beautiful historic home ! Loved the wrap around porch and the hot tub. Great shower ! Loved the coffee and wine and cozy blankets on the couch . Wish we could have stayed longer . Lots of space ! Close to downtown fort Myers

Sunset Paradise - Beautiful Sunsets and waterfront
The house we reserved was better than expected and everything was immaculate. Neil, the property manager responded right away when we called about a broken vaccum cleaner. Excellent response time and very professional. Unfortunately a thunderstorm damaged the AC and it couldn't be fixed right away, but Sean moved us right away to an even larger house. He even reimbursed us a day for our having to move and the night without AC. We definitely would rent from Sean again.

Luxury Sailboat Access Pool/Spa Home by Yacht Club
Best house we have stayed in. We rebooked for next year! The host went above and beyond for our 3 month stay! Can’t wait to come back in December!!!

Studio- Olde Naples, 2 blocks to beach Studio unit
Very close to 5th Ave and the beach. Plenty to do between the pool, shuffle board, corn hole, and board games. The bikes and beach chairs were in use daily. Responded to any questions or requests we had. Overall a great experience.

Amazing villa with great water view.
We had a fantastic stay! The house was incredibly well-equipped—there were plenty of essentials like paper towels, toilet paper, and all the little extras that make a stay comfortable and convenient. The pool and hot tub were both in perfect working order and made for a relaxing time day or night. The canal out back was a real highlight—great fishing with a wide variety of fish, including catfish, gar, and more. The house also came with five bicycles available for tenant use, which was a nice bonus, and there were TVs in every room—perfect for unwinding after a long day. The home felt truly luxurious, especially for the price. Jeff was a great host, and everything went smoothly. Highly recommend!

SERENE & ATTRACTIVE 3BR HEATED POOL/SPA HOME
Enjoyed this just as much as the first time we stayed here. If we come back down this way we will definitely book Lis & Tim's place.

Modern 4 bed/4 bath Gulf access pool/spa+ games rm
the home was awesome!! we had a great time in the pool. and going to the beach, Neil is really friendly and a great host, definitely would stay again!! can't wait to come back....

Lover's Key Resort Unit #807
We had a wonderful stay! We came to Florida for our anniversary and were happy to find Kevin's place. The Condo was beautiful and supplied with everything we needed. It was very quiet and private. We enjoyed the view of the Gulf from the balcony. The pool area was very clean and not crowded. Flippers Restaurant had exceptional food every time. We would definitely stay here again! Highly recommended.
Family- and pet-friendly home rentals

La Casa On Mango, heated pool-5 min walk to Beach
Location is close enough to bike into downtown FMB and to the Publix, and we did both during our stay! The kids enjoyed the pool. House was stocked with everything you'd need for a day at the beach, which was much appreciated!

3 Bed 2 Bath Heated Pool Home with Privacy Fence!
Great home. We were very satisfied and would highly recommend this location.

Villa Coral with boat dock & waterview- own pool
We spent the month of March at this home and enjoyed the experience. With only solar heat we were afraid we wouldn’t use the pool but it was great and enjoyed lots of floats. We thoroughly enjoyed the outdoor area and beautiful canal views. Everything looked like the pictures. We loved the quiet neighborhood too

Cottage Close to Vanderbilt Beach Heated Pool
The home was amazing with a heated pool, 5 minute drive and 20 minute walk to vanderbilt beach. The kitchen has everything you need and the bedrooms were great.

Cozy Cottage Near Vanderbilt Beach
It was a wonderful stay! Ben was very kind and provided wonderful service during our stay. He provided bikes so we wouldn’t have to pay for parking and it was only 10 minutes to the beach. If you’re looking for a quiet vacation, this is the place to be! The home was plenty of space to host friends family or even furry companions.

Best Value In Naples 4 Bdrm Pool Heat Walk Beach
This is our second year in a row staying at Bob’s home. We absolutely love the property. Close to the beach and lots of restaurants and many other things to do. The home is in great shape, very clean and all the amenities you need to enjoy the property! We will definitely book again.

Modern 4 bedroom villa w/ private heated pool
Great location in Naples close to shopping and restaurants. House was beautiful and well appointed, great for families. plenty of space. Gorgeous lanai and pool. Will definitely stay again and recommend to other travelers.

5 BR, Gulf access & FREE heated salt water pool
The house was perfect for our family! The pool was definitely the center of entertainment! Thank you!
Family-friendly home rentals with a pool

Sale! 15 % off 7 day bookings,HtPool, Fish, Kayaks
had an amazing stay! Patricia was very responsive and proactive when it came to small problems. Beautiful location in a private neighborhood. Overall I highly recommend this airbnb!

Fun! Boat Rental, Pool, Hot tub, Fish, Near Beach
Maggie's place was perfect for our family of 5 with 3 teenagers. We enjoyed fishing off the dock, swimming in the pool and loved all the birds and lizards in the back yard. There was an issue with the air conditioner and Maggie was responsive with the issue. The house was comfortable and in a great location to visit Sanibel Island and the Everglades. We would definitely stay at Maggie's place again.

Villa La Vida
Absolutely beautiful and perfect location sparkling clean they have everything you need fishing poles beach chairs ext I will always use them again and we will be back for sure 120% perfect the pool and views are absolutely breathtaking I recommend this host to everybody thank you

Your Dream Home Away From Home
This house was perfect for our family vacation, it had everything in it, that you could possibly need especially the kitchen and the pool area I have never seen such a well-stocked kitchen, and the grandkids loved all the pool toys and accessories We are definitely going to make this our yearly vacation designation !!!!

PARADISE SUNSET
A beautiful location, very quiet neighborhood, yet within 1.5 miles of a large supermarket and drugstores. Pictures are very accurate of the home. We loved the outdoor pool area/lanai. There was an issue with the pool filter causing the pool to become too cold for swimming during the last few days, which was unfortunate for us, but that was not the hosts' fault, and they were very responsive, within minutes. The home as a very comfortable layout with several large sitting areas inside, as well as a very large lanai area. Kitchen is well equipped with everything we could need. We did not use the grill, but there was one available. We had an issue with the smoke detectors and, again, a simple text to our hosts brought immediate response and remedy. Alexina and her husband are lovely and very responsive. I would recommend this beautiful spot and we would return on our next trip to Cape Coral.

Coral Reef Villa - Steps from beach / Private Pool
David was extremely friendly and responded quickly to any and all questions. The space was great- 3 minute or so walk to the beach was accurate, and we thoroughly enjoyed the on-site pool as well. The space is simple but accomplished exactly what we were looking for. Provided umbrella and beach chairs was a nice touch that helps us northerners avoid a bad sunburn. Town is still recovering from hurricane but we found plenty to do, and was nice and close to some food trucks, restaurants, and grocery stores. 10/10 would recommend for groups of 2-6.

Little Piece of Paradise
Thank you Judy! We really enjoyed our stay it was delightful sitting out looking at the Marina watching the boats and the Sunset! Cass Cay is a great place to get dinner, drinks and listen to great music! Met your neighbor Mark and his friends Jim and Debby very nice to meet and talk with them. If we come to the area again we would definitely stay with you again! Thank you!

Canal heated pool house access to Golf and Gulf
First time we stayed at Micheline's house. It was just like the listing said. The house and pool are very private and it is in a quiet neighborhood. Check in was extremely easy. The house was very clean and had everything one would need. There are many options for any type of restaurant one would want within minutes of the house. Bonita Beach is a very short drive and there are many other beaches close by. We spent most of our time relaxing on the lanai and enjoying the pool. Had a wonderful time and are hoping to return in the fall. Bill
Quick stats about holiday rentals that are family-friendly in Gateway
Total rentals
60 properties
Nightly prices starting at
$93 AUD before taxes and fees
Total number of reviews
480 reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Clam Pass Park
- Barefoot beach Bonita Springs,FL
- Tigertail Beach
- The Club at The Strand
- Worthington Country Club
- Seagate Beach Club
- Delnor-Wiggins Pass State Park
- Heritage Bay Golf & Country Club
- Panther Run Golf Club
- Englewood Beach
- Bonita National Golf & Country Club
- LaPlaya Golf Club
- The Quarry Golf Club Naples
- Cypress Woods Golf & Country Club
- Talis Park Golf Club
- Gasparilla Island State Park
- Stump Pass Beach State Park
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach